4-Methylbenzyl alcohol → HCID 12261648, compound

HRID 329205Notes

Reaction equation

HRID 329205 reaction equation
[CH2:1]([O:3][C:4]([N:6]=[C:7]=[S:8])=[O:5])[CH3:2].[CH3:9][C:10]1[CH:17]=[CH:16][C:13]([CH2:14][OH:15])=[CH:12][CH:11]=1>O1CCCC1.C(N(CC)CC)C>[C:4]([NH:6][C:7](=[S:8])[O:15][CH2:14][C:13]1[CH:16]=[CH:17][C:10]([CH3:9])=[CH:11][CH:12]=1)([O:3][CH2:1][CH3:2])=[O:5]

Participants

5

Reactant 2

HCID 115054-Methylbenzyl alcoholHCID 85320Ethyl isothiocyanatoformate

Product 1

HCID 12261648HCID 12261648, compoundYield 106.7%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8471TriethylamineSolvent

Procedure

66.5 g of ethoxycarbonyl isothiocyanate were added dropwise to a solution of 61 g of p-methylbenzyl alcohol in 500 ml of tetrahydrofuran and 2 ml of triethylamine and the mixture was refluxed for 24 hours. The mixture was concentrated to dryness to obtain 135 g of raw p-methylbenzyl N-carbethoxy -thiocarbamate.

Workup

  1. temperaturethe mixture was refluxed for 24 hours
  2. concentrationThe mixture was concentrated to dryness

Sources & evidence

ORD record
ord-f6c86d5d3dac45b18c693fd28e8b5960
Source dataset
uspto-grants-1977_04
Patent number
US04020076

Reaction notes

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